Historic Towns Of The USA: Point of Interest Map

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Historic Towns of the USA Vacation Packages

Name: Historic Towns Of The USA Vacation
Brand: Tripmasters Latin America
SKU: Historic Towns Of The USA
Rating: 4.5 (315 reviews)

Europeans made colonies in `the New World`, part of which is now the United States, five centuries ago, and some buildings and communities from the early colonial period endure, in addition to all the history we as Americans have made since. Whether you want to see colonial sights, tour historic battlefields, or learn about the movements that have given power to the people, the historic towns and cities of the USA are living museums ready for you to learn and explore.

Best Vacation Packages:

Boston - Portland - Camden - White Mountain Natl. Park - Woodstock - Green Mountains (Self Drive)

13 nights from $2,189*

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Historic Virginia (Self Drive)

11 nights from $1,380*

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St. Augustine Getaway (Self Drive)

4 nights from $580*

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Savannah - Hilton Head Island - Charleston (Self Drive)

7 nights from $1,163*

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Rolling green hills, fall foliage, mountain landscapes and colonial towns, you will discover with this Self-Drive package across New England States. In Massachusetts, visit Boston (one of the oldest and populous cities of Massachusetts, famous for its baked beans and the Boston Marathon). Then, continue to Maine State and enjoy pleasant moments in Portland (small vibrant city with narrow cobblestone streets and redbrick warehouse buildings) and Camden. An unforgettable breathtaking mountain view you will find at the White Mountain National Park in the Granite State, while; the multicolor contrast in Vermont State; with those maples trees of Woodstock and the spectacular hiking trails of The Green Mountain will be an unforgettable show for your eyes!. Entrance to national parks is not included. Plan your visit according to your schedule and be sure to check each park's operating hours.

Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.;

Included:

Flight into Boston and out of Albany

Hotel for 3 nights in Boston

Rental Car for 11 days

Hotel for 2 nights in Portland

Hotel for 2 nights in Camden

Hotel for 2 nights in White Mountains National Park

Hotel for 2 nights in Woodstock

Hotel for 2 nights in Green Mountains

Pick Up Car: Boston Downtown; Drop Off: Albany Airport
Driving Time
Boston - Portland: 1 hr. 50 mins. approx.
Portland - Camden: 1 hr. 45 mins. approx.
Camden - White Mountains National Park area: 3 hrs. 25 mins. approx.
White Mountains National Park - Woodstock: 2 hrs. 15 mins. approx.
Woodstock - Green Mountains area: 2 hrs. 10 mins. approx.
Green Mountains - Albany, NY Airport: 4 hrs. approx.

13 nights from $2,189*

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Self-drive packages in Virginia are a popular option for more experienced travelers, those looking to get off the beaten path and take their own time. These cities have ties to both Revolutionary War and Civil War, including colonial settlements. Combine Richmond (Capital of Virginia, land of The White House of the Confederacy, home of Confederate President Jefferson Davis during the Civil War, is now a museum in Court End), Williamsburg, Fredericksburg (the birthplace of Fleet Admiral Chester W. Nimitz, Commander in Chief of the Pacific Fleet during World War II. The Nimitz museum and Museum of the Pacific War are fascinating reminders of the importance of this war and the people who fought in the birthplace of Fleet Admiral Chester W. Nimitz, Commander in Chief of the Pacific Fleet during World War II. The Nimitz museum and Museum of the Pacific War are fascinating reminders of the importance of this war and the people who fought in), Charlottesville and Lynchburg (Located in the foothills of the Blue Ridge Mountains, known as the `City of Seven Hills` or the `Hill City`. In the 1860s, Lynchburg was the only major city in Virginia that was not recaptured by the Union before the end of the American Civil War).

Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.;

Included:

Flight into Richmond and out of Lynchburg

Rental Car for 12 days

Hotel for 3 nights in Richmond

Hotel for 2 nights in Williamsburg

Hotel for 2 nights in Fredericksburg

Hotel for 2 nights in Charlottesville

Hotel for 2 nights in Lynchburg

Driving Time
Richmond– Williamsburg: 54 min approx.
Williamsburg– Fredericksburg: 1hr 47 min approx.
Fredericksburg – Charlottesville: 1hr 35 mins approx.
Charlottesville– Lynchburg: 1hr 15 mins approx.

11 nights from $1,380*

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Escape to Florida with this Self-Drive Package. Immerse yourself in an incredible experience, on the northeast coast of Florida, spending amazing sunny days in St. Augustine; known for its Spanish colonial architecture as well as Atlantic Ocean beaches like sandy St. Augustine Beach and tranquil Crescent Beach.

Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.;

Included:

Flight into and out of Jacksonville

Pick Up/Drop Off: Jacksonville Airport

Rental Car for 5 days

Hotel for 4 nights in St. Augustine

Driving Time
Jacksonville Airport - St. Augustine: 1 hr. 10 mins approx.
St. Augustine - Jacksonville Airport: 1 hr. approx.

4 nights from $580*

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The US Southern States offers full excitement, colorful activities in charming cities, some of them, with endless white sand beaches and incredible landscapes. Combine with a Rental Car and visit in Georgia: its oldest city; Savannah (full for history, with its cobblestone streets, parks, and notable historic buildings). Then, your next stop is in South Carolina, where to enjoy the laid-back and welcoming vibe of Hilton Head Island (with its beauty beaches and world-class golf courses), and Charleston (port city, defined by its cobblestone streets and charming neighborhood).

Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.;

Included:

Flight into Savannah and out of Charleston

Rental Car for 8 days

Hotel for 3 nights in Savannah

Hotel for 2 night in Hilton Head Island

Hotel for 2 nights in Charleston

Driving Time
Savannah - Hilton Head Island: 45 mins. approx.
Hilton Head Island - Charleston: 2 hrs. 5 mins. approx.

7 nights from $1,163*

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Towns and Cities

See Towns and Cities

Historic Regions

The Northeast

If you love natural beauty, quaint towns, whale-watching, and eating some great seafood, then the Northeast is for you. From idyllic mountain villages to stunning seaside retreats, there`s just something special about the Northeast.
The Mid-Atlantic

The site of the first permanent English settlements and the places that played pivotal roles in the Revolutionary War, the War of 1812, and the Civil War – these historic places are all in the Mid-Atlantic.
The South

The historic towns of the U.S. South predate even the first permanent European settlers who landed in Florida in 1565. Events that happened in the South have shaped our country`s history, from French colonial Louisiana to the battles of the Civil War to the civil rights movement.

More to Explore

Iconic American Road Trips

The United States is known for some of the most iconic road trips in the entire world; it`s where you can see all facets of the country, especially its history

National Parks of the USA

There are over five dozen national parks in the United States, including many that combine geographic splendor with our country's rich history.

USA Customer Reviews

4.5 out of 5 stars ► 315 Reviews

Overall, my experience, the trip masters was good, but but I had a problem you couldn’t help. The reason I say this is that we had a problem with a ho ...

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Traveled on: 9/24/2026
The hotel in Washington DC was very small and the bathroom offered little space and privacy. However, the hotel was eccentric and had fun decorations. ...

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Traveled on: 8/24/2026
You guys are great! Keep being awesome ...

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Traveled on: 6/12/2026
It was an excellent trip ...

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Traveled on: 6/5/2026
I liked the car rental, hotels, flights, and locations. It was quite an adventure! It would have been nice to know of the one-way car rental fee more ...

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Traveled on: 3/29/2026

Orientation

Cities in USA

Alamosa
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Alamosa
New York City, NY
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New York City, NY

New York City, the Big Apple, is the USA's largest city. Founded as New Amsterdam, the capital of New Netherland, it became the most important city in the English colonies, and the USA`s first capital. New York City is the world capital of finance, media, and culture, and is perhaps the world`s most diverse city, where over 800 languages are spoken. There are so many layers to the city that never sleeps...you'll have to come back again and again to experience all of them. Visit and vibe with the Central Park, Statue of Liberty, Empire State Building, Times Square, Museum of Modern Art (MoMA), Metropolitan Museum of Art, Brooklyn Bridge, Rockefeller Center, The High Line, Grand Central Station, One World Trade Center, Fifth Avenue, Broadway, and so much more!
Los Angeles, CA
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Los Angeles, CA

Los Angeles is a sprawling Southern California city and the center of the nations film and television industry. Near its iconic Hollywood sign, studios such as Paramount Pictures, Universal and Warner Brothers offer behind-the-scenes tours. On Hollywood Boulevard, TCL Chinese Theatre displays celebrities' hand- and footprints, the Walk of Fame honors thousands of luminaries and vendors sell maps to stars homes. Explore the Peterson Automotive, Natural History Museum, OUE Skyspace Building, Point Dume Hiking Trail, Hollywood Walk of Fame, Disneyland, The Getty Museum, Rodeo Drive, Santa Monica Pier, Venice Boardwalk, Sunset Strip, and so much more!
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Historic Towns of the USA Vacation Packages

Best Vacation Packages:

Towns and Cities

Historic Regions

More to Explore

Iconic American Road Trips

National Parks of the USA

USA Customer Reviews

Orientation

Cities in USA

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